US1889952A - Polymerization products of gamme butylenes - Google Patents
Polymerization products of gamme butylenes Download PDFInfo
- Publication number
- US1889952A US1889952A US371047A US37104729A US1889952A US 1889952 A US1889952 A US 1889952A US 371047 A US371047 A US 371047A US 37104729 A US37104729 A US 37104729A US 1889952 A US1889952 A US 1889952A
- Authority
- US
- United States
- Prior art keywords
- per cent
- butylenes
- sulphuric acid
- gamme
- polymerization products
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
- C07C2/08—Catalytic processes
- C07C2/14—Catalytic processes with inorganic acids; with salts or anhydrides of acids
- C07C2/16—Acids of sulfur; Salts thereof; Sulfur oxides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- C07C2527/02—Sulfur, selenium or tellurium; Compounds thereof
- C07C2527/053—Sulfates or other compounds comprising the anion (SnO3n+1)2-
- C07C2527/054—Sulfuric acid or other acids with the formula H2Sn03n+1
Definitions
- This invention relates to improvements in the manufacture and production'of polymerization products of -butylenes.
- polymerization prodacts, and in particular dimers besides only small uantlties of trimers and higher polymerlzation products of y-butylenes, for example of -butylene itself or of its homologues such as trimethylethylene are obtained in good yields in an advantageous manner by treating the said 11' drocarbons or ases containing the same wit comparative- Ty strong, about from 50 to per cent sulphuric acid, thereupon heating the sulp uric acid solution obtained, for example, to about 106 centigrade.
- the treatment of the said hydrocarhons is usually completed in a comparatively short time, and is dependent on the concentration of the acid employed.
- concentration of the acid employed for example, in the case of the can loyment of an acid of as per cent strength t 18 treatment may take, for example about 12 minutes, whereas when an acid of per cent strength is employed it takes about i minutes. at she-old he understood that the periods given are only intend ed to denote the relative duration when employino different concentration of acids under otherwise like conditions and not the absolnte durations of the treatment.
- the solutiond is usually heated to about 10G centiera e,
- the adsorption of the hydrocarhons by means of the sulphuric acid can he carried out at ordinary pressure or at elevated pressures.
- the purpose of polymerizing the hydrocarhons is preferably carried out by allowing the solution to flow through a heated tubular systern, in which it is advantageous to arrange for the solution which is to he heated to act as thecooling agent for the sulphuric acid which has been freed from reaction products and which is to be cooled.
- Emample A gas containng about 10 per cent of yhutylene, about 4 per cent of 'trimethyl ethylene besides small amounts of other hutylenes and amylenes, 40 per cent of butane;
- the polymerination of the hydrocarbons then proceeds in such a manner that the polymerization prodnot separates out as oil consisting of about 80 per cent of dimers and about 20 per cent of higher polymers, in particnla-r tr liners oil y-ouztylenc trimethyl ethylene, Alter separation oil the polymerization products the sulphuric acid is cooled and aeain passed through the washing toner,
- a process for the production of dimers oi y-bntylenes, besides only small quantities of triiners and higher polymerization prodnets which comprises treating a y-hutylene with a sulphuric acid of between about so and 80 per cent strength, thereupon heating 2 r 1,ese,es2
Description
p The heating of the sulphuric acid solution for moms Dec. @1932 UNITED ST TES. PATENT ornca MARTIN MUELLER-OUNRADI, 01' L'U'DWIGfilT-THE-RHINE, AND FRITZ EGGEBT,
OF HANNHEIM, GERMANY, ASBIGNOBQ TO I. G. IABBENIITDUSTBIE AKTIENGE- SELLSCEAI'T, 01F nmxroa'r-on-rna-nm, GEBIANY, A CORPORATION 01! GER- MANY ronm'narzarron raonuors or 7 nu'nnnnas 80 Drawing. Application fled June 14, 1889,!eria1 1T0. 571,0", and in Germany August 7, 1928.,
This invention relates to improvements in the manufacture and production'of polymerization products of -butylenes. We have found that polymerization prodacts, and in particular dimers besides only small uantlties of trimers and higher polymerlzation products of y-butylenes, for example of -butylene itself or of its homologues such as trimethylethylene are obtained in good yields in an advantageous manner by treating the said 11' drocarbons or ases containing the same wit comparative- Ty strong, about from 50 to per cent sulphuric acid, thereupon heating the sulp uric acid solution obtained, for example, to about 106 centigrade. After removing the pol merization products which separate out oring the heating, t e sulphuricacid may he cooled, if desired, and again be employed for the treatment of a further quantity cit hydro= carbons.
The treatment of the said hydrocarhons is usually completed in a comparatively short time, and is dependent on the concentration of the acid employed. Thus for example, in the case of the can loyment of an acid of as per cent strength t 18 treatment may take, for example about 12 minutes, whereas when an acid of per cent strength is employed it takes about i minutes. at she-old he understood that the periods given are only intend ed to denote the relative duration when employino different concentration of acids under otherwise like conditions and not the absolnte durations of the treatment. The solutiondis usually heated to about 10G centiera e,
a The adsorption of the hydrocarhons by means of the sulphuric acid can he carried out at ordinary pressure or at elevated pressures.
the purpose of polymerizing the hydrocarhons is preferably carried out by allowing the solution to flow through a heated tubular systern, in which it is advantageous to arrange for the solution which is to he heated to act as thecooling agent for the sulphuric acid which has been freed from reaction products and which is to be cooled.
The following example will further illustrate the nature of the said invention but the invention is not restricted thereto.
Emample A gas containng about 10 per cent of yhutylene, about 4 per cent of 'trimethyl ethylene besides small amounts of other hutylenes and amylenes, 40 per cent of butane;
20 per cent of pentane, 15 per cent of hydrogen, 6 per cent of methane and other hydrocarbons is passecl' through a washing tower through which an approximately 55 per cent sulphuric acid solution is trickling in such a manner that the ma or portion of the hydrocarbons is absorbed loy the sulphuric acid. The solution is then heated "to about centigrade, for example in a tubular Worm, in
- which it enters at the bottom, The polymerination of the hydrocarbons then proceeds in such a manner that the polymerization prodnot separates out as oil consisting of about 80 per cent of dimers and about 20 per cent of higher polymers, in particnla-r tr liners oil y-ouztylenc trimethyl ethylene, Alter separation oil the polymerization products the sulphuric acid is cooled and aeain passed through the washing toner,
in a similar manner, instead of the mixture e a t .5 enzatlon products which separate out during the heating, cooling the remainin sulphuric acid and employing it over again for the ireatnient oi a further quantity of a -hntyone.
2. A process for the production of dimers oi y-bntylenes, besides only small quantities of triiners and higher polymerization prodnets, which comprises treating a y-hutylene with a sulphuric acid of between about so and 80 per cent strength, thereupon heating 2 r 1,ese,es2
the sulphuric acid solution to about 100 0., removing the0lymerization products which separate out urmg the heating, cooling the remaining sulphuric acid and emplogiui it 5 over. again for thetreatment of a urt or quantity of a -butylene.
3. A process for the production of "dimers of -butylenes, besides only small quantities of trimers and higher polymerization products, which. comprises treating a -butylene with a sulphuric acid of between about50 and 60 per cent strength, and thereupon heating the sulphuric acid solution.
4. A process for the production of dimers :5 of -butylenes, besides only small uantities of trimers and higher polymerization prod: ucts, which comprises treating a -butylene with a sulphuric acid of between about 50- and 60 per cent strength and thereupon heating the sulphuric acid solution. to about In testimony whereof wehave hereunto set our hands.
MARTIN MUELLER-CUNRADI.
FRITZ EGGERT.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1889952X | 1928-08-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1889952A true US1889952A (en) | 1932-12-06 |
Family
ID=7747805
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US371047A Expired - Lifetime US1889952A (en) | 1928-08-07 | 1929-06-14 | Polymerization products of gamme butylenes |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1889952A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2440286A (en) * | 1944-10-16 | 1948-04-27 | Shell Dev | Interpolymerization of isoamylenes with normal butenes and isobutene |
| US3546317A (en) * | 1967-12-29 | 1970-12-08 | Raffinage Cie Franc De | Separation and polymerization of olefins |
-
1929
- 1929-06-14 US US371047A patent/US1889952A/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2440286A (en) * | 1944-10-16 | 1948-04-27 | Shell Dev | Interpolymerization of isoamylenes with normal butenes and isobutene |
| US3546317A (en) * | 1967-12-29 | 1970-12-08 | Raffinage Cie Franc De | Separation and polymerization of olefins |
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